77855-81-3 Usage
Description
Milbemycin D, a member of the milbemycin family, is a macrocyclic lactone with a unique spiroketal group. It is produced by Streptomyces hydroscopicus subsp. aureolarcrimosus and is a potent nematocide and insecticide. Milbemycin D contains a 25-isopropyl substituent, making it a minor member of its analogue group. Its mode of action is similar to that of avermectin, as it targets chloride-gated ion channels.
Uses
Used in Veterinary Medicine:
Milbemycin D is used as a nematocide and insecticide for treating and preventing parasitic infections in animals. Its highly selective and potent nature makes it an effective treatment against various nematodes and insects that can cause harm to animals.
Used in Agriculture:
In the agricultural industry, Milbemycin D is used as a nematocide and insecticide to protect crops from pests and parasites. Its application helps maintain crop health and yield by reducing the impact of harmful nematodes and insects.
Used in Environmental Management:
Milbemycin D can also be utilized in environmental management to control pest populations in various ecosystems. Its targeted action on nematodes and insects can help maintain a balanced ecosystem and prevent the overgrowth of harmful species.
Check Digit Verification of cas no
The CAS Registry Mumber 77855-81-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 7,7,8,5 and 5 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 77855-81:
(7*7)+(6*7)+(5*8)+(4*5)+(3*5)+(2*8)+(1*1)=183
183 % 10 = 3
So 77855-81-3 is a valid CAS Registry Number.
InChI:InChI=1/C33H48O7/c1-19(2)29-22(5)12-13-32(40-29)17-26-16-25(39-32)11-10-21(4)14-20(3)8-7-9-24-18-37-30-28(34)23(6)15-27(31(35)38-26)33(24,30)36/h7-10,15,19-20,22,25-30,34,36H,11-14,16-18H2,1-6H3/b8-7+,21-10+,24-9-/t20-,22-,25+,26-,27-,28+,29+,30+,32+,33+/m0/s1
77855-81-3Relevant articles and documents
Asymmetric total synthesis of (+)-milbemycin D
Crimmins, Michael T.,Al-awar, Rima S.,Vallin, Isabelle M.,Hollis Jr., W. Gary,O'Mahony, Rosemary,Lever, John G.,Bankaitis-Davis, Danute M.
, p. 7513 - 7528 (2007/10/03)
The enantioselective total synthesis of the potent antiparasitic agent milbemycin D (1) has been achieved. The spiroketal fragment is prepared through a novel spiroketalization of a hydroxy pyrone to set the anomeric stereocenter and establish functionality for the stereocontrolled attachment and subsequent extension of the connecting chain between the spiroketal and the hexahydrobenzofuran fragment. The hexahydrobenzofuran fragment is constructed through the exploitation of a sequential electrophilic cyclization-[2,3]-sigmatropic rearrangement to close the oxygen-containing ring and incorporate the C5 hydroxyl. A lithium bromide accelerated Wittig olefination joins the spiroketal-containing subunit and the hexahydrobenzofuran subunit at the C10,11 double bond in high yield. Subsequent oxidation of the C1 hydroxyl provides access to the seco acid, which smoothly undergoes macrolactonization. The sensitive C2 stereochemistry and the C3,4 double bond are incorporated without epimerization at C2 or migration of the C3,4 double bond.